NP-MRD: Showing NP-Card for MKN-003A (NP0003685)

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Record Information

Version

2.0

Created at

2020-12-09 00:52:11 UTC

Updated at

2021-07-15 16:47:06 UTC

NP-MRD ID

NP0003685

Secondary Accession Numbers

None

Natural Product Identification

Common Name

MKN-003A

Provided By

NPAtlas

Description

5-(6-Methyl-7-oxooctyl)-2,5-dihydrofuran-2-one belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. MKN-003A is found in Streptomyces. Based on a literature review very few articles have been published on 5-(6-methyl-7-oxooctyl)-2,5-dihydrofuran-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117493D          

 36 36  0  0  0  0            999 V2000
   -4.3246    0.8950    1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3420    0.7458    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    1.7687   -0.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865   -0.5946   -0.1008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1243   -1.3415   -0.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9138   -0.5661   -1.2188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6312    0.1732   -0.9336 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0436   -0.5065    0.2431 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3513    0.1722    0.5954 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3316    0.1486   -0.5556 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5909    0.8503   -0.0879 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1994    0.2019    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4564   -0.0769    0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7389    0.3719   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8603    0.2649   -1.1962 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5716    0.9262   -1.0559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299    0.0109    2.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3686    0.9091    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0993    1.8092    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4575   -1.1790    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2100   -1.2169   -1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0258   -0.9469   -0.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0477   -2.4175   -0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525   -1.6287   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3476   -0.0879   -2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8024    1.2125   -0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364    0.1294   -1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -1.5655    0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6242   -0.4201    1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7706   -0.3875    1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1941    1.2169    0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010   -0.9057   -0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9334    0.7309   -1.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777    1.8789    0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6985   -0.0108    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1773   -0.5647    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 11  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  4 20  1  1  0  0  0
  5 21  1  0  0  0  0
  5 22  1  0  0  0  0
  5 23  1  0  0  0  0
  6 24  1  0  0  0  0
  6 25  1  0  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
 11 34  1  1  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
M  END

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.3246    0.8950    1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3420    0.7458    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    1.7687   -0.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865   -0.5946   -0.1008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1243   -1.3415   -0.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9138   -0.5661   -1.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312    0.1732   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436   -0.5065    0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3513    0.1722    0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316    0.1486   -0.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5909    0.8503   -0.0879 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1994    0.2019    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4564   -0.0769    0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7389    0.3719   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8603    0.2649   -1.1962 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5716    0.9262   -1.0559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299    0.0109    2.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3686    0.9091    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0993    1.8092    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4575   -1.1790    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2100   -1.2169   -1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0258   -0.9469   -0.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0477   -2.4175   -0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525   -1.6287   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3476   -0.0879   -2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8024    1.2125   -0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364    0.1294   -1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -1.5655    0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6242   -0.4201    1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7706   -0.3875    1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1941    1.2169    0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010   -0.9057   -0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9334    0.7309   -1.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777    1.8789    0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6985   -0.0108    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1773   -0.5647    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  1
  5 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  1
 12 35  1  0
 13 36  1  0
M  END


  Mrv1652306242117493D          

 36 36  0  0  0  0            999 V2000
   -4.3246    0.8950    1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3420    0.7458    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    1.7687   -0.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865   -0.5946   -0.1008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1243   -1.3415   -0.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9138   -0.5661   -1.2188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6312    0.1732   -0.9336 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0436   -0.5065    0.2431 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3513    0.1722    0.5954 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3316    0.1486   -0.5556 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5909    0.8503   -0.0879 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1994    0.2019    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4564   -0.0769    0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7389    0.3719   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8603    0.2649   -1.1962 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5716    0.9262   -1.0559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299    0.0109    2.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3686    0.9091    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0993    1.8092    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4575   -1.1790    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2100   -1.2169   -1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0258   -0.9469   -0.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0477   -2.4175   -0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525   -1.6287   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3476   -0.0879   -2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8024    1.2125   -0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364    0.1294   -1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -1.5655    0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6242   -0.4201    1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7706   -0.3875    1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1941    1.2169    0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010   -0.9057   -0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9334    0.7309   -1.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777    1.8789    0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6985   -0.0108    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1773   -0.5647    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 11  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  4 20  1  1  0  0  0
  5 21  1  0  0  0  0
  5 22  1  0  0  0  0
  5 23  1  0  0  0  0
  6 24  1  0  0  0  0
  6 25  1  0  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
 11 34  1  1  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003685

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])[C@@]([H])(OC1=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@]([H])(C(=O)C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O3/c1-10(11(2)14)6-4-3-5-7-12-8-9-13(15)16-12/h8-10,12H,3-7H2,1-2H3/t10-,12-/m0/s1

> <INCHI_KEY>
MSOHKYKACHEERC-UHFFFAOYSA-N

> <FORMULA>
C13H20O3

> <MOLECULAR_WEIGHT>
224.3

> <EXACT_MASS>
224.141244504

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.6251035303999

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S)-5-[(6S)-6-methyl-7-oxooctyl]-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
3.2509263693333335

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.513744414672136

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.0206623032853

> <JCHEM_PKA_STRONGEST_BASIC>
-6.70519261891347

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
62.98620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S)-5-[(6S)-6-methyl-7-oxooctyl]-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.3246    0.8950    1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3420    0.7458    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    1.7687   -0.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865   -0.5946   -0.1008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1243   -1.3415   -0.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9138   -0.5661   -1.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312    0.1732   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436   -0.5065    0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3513    0.1722    0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316    0.1486   -0.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5909    0.8503   -0.0879 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1994    0.2019    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4564   -0.0769    0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7389    0.3719   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8603    0.2649   -1.1962 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5716    0.9262   -1.0559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299    0.0109    2.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3686    0.9091    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0993    1.8092    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4575   -1.1790    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2100   -1.2169   -1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0258   -0.9469   -0.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0477   -2.4175   -0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525   -1.6287   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3476   -0.0879   -2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8024    1.2125   -0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364    0.1294   -1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -1.5655    0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6242   -0.4201    1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1941    1.2169    0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010   -0.9057   -0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6985   -0.0108    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  4  5  1  0
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  4 20  1  1
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  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
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 10 32  1  0
 10 33  1  0
 11 34  1  1
 12 35  1  0
 13 36  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.325   0.895   1.462  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.342   0.746   0.329  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.974   1.769  -0.179  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.886  -0.595  -0.101  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.124  -1.341  -0.562  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.914  -0.566  -1.219  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.631   0.173  -0.934  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.044  -0.506   0.243  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.351   0.172   0.595  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.332   0.149  -0.556  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.591   0.850  -0.088  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.199   0.202   1.069  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.456  -0.077   0.779  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.739   0.372  -0.579  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.860   0.265  -1.196  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.572   0.926  -1.056  0.00  0.00           O+0
HETATM   17  H   UNK     0      -4.130   0.011   2.124  0.00  0.00           H+0
HETATM   18  H   UNK     0      -5.369   0.909   1.085  0.00  0.00           H+0
HETATM   19  H   UNK     0      -4.099   1.809   2.020  0.00  0.00           H+0
HETATM   20  H   UNK     0      -2.458  -1.179   0.749  0.00  0.00           H+0
HETATM   21  H   UNK     0      -4.210  -1.217  -1.664  0.00  0.00           H+0
HETATM   22  H   UNK     0      -5.026  -0.947  -0.027  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.048  -2.418  -0.313  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.653  -1.629  -1.498  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.348  -0.088  -2.125  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.802   1.212  -0.644  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.036   0.129  -1.835  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.229  -1.565   0.023  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.624  -0.420   1.114  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.771  -0.388   1.456  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.194   1.217   0.888  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.501  -0.906  -0.823  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.933   0.731  -1.394  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.278   1.879   0.199  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.699  -0.011   2.003  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.177  -0.565   1.441  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6   20                                             
CONECT    5    4   21   22   23                                             
CONECT    6    4    7   24   25                                             
CONECT    7    6    8   26   27                                             
CONECT    8    7    9   28   29                                             
CONECT    9    8   10   30   31                                             
CONECT   10    9   11   32   33                                             
CONECT   11   10   12   16   34                                             
CONECT   12   11   13   35                                                  
CONECT   13   12   14   36                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   11                                                       
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    4                                                            
CONECT   21    5                                                            
CONECT   22    5                                                            
CONECT   23    5                                                            
CONECT   24    6                                                            
CONECT   25    6                                                            
CONECT   26    7                                                            
CONECT   27    7                                                            
CONECT   28    8                                                            
CONECT   29    8                                                            
CONECT   30    9                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   10                                                            
CONECT   34   11                                                            
CONECT   35   12                                                            
CONECT   36   13                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   72    0
END

RDKit          3D

36 36  0  0  0  0  0  0  0  0999 V2000
   -4.3246    0.8950    1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3420    0.7458    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    1.7687   -0.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865   -0.5946   -0.1008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1243   -1.3415   -0.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9138   -0.5661   -1.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312    0.1732   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436   -0.5065    0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3513    0.1722    0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316    0.1486   -0.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5909    0.8503   -0.0879 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1994    0.2019    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4564   -0.0769    0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7389    0.3719   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8603    0.2649   -1.1962 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5716    0.9262   -1.0559 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3686    0.9091    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0993    1.8092    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4575   -1.1790    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2100   -1.2169   -1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0258   -0.9469   -0.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0477   -2.4175   -0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525   -1.6287   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3476   -0.0879   -2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8024    1.2125   -0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364    0.1294   -1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289   -1.5655    0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6242   -0.4201    1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7706   -0.3875    1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1941    1.2169    0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010   -0.9057   -0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9334    0.7309   -1.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777    1.8789    0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6985   -0.0108    2.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1773   -0.5647    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
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 14 16  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  1
  5 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
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  8 28  1  0
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 12 35  1  0
 13 36  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
MKN-003a	ChEMBL

Chemical Formula

C₁₃H₂₀O₃

Average Mass

224.3000 Da

Monoisotopic Mass

224.14124 Da

IUPAC Name

(5S)-5-[(6S)-6-methyl-7-oxooctyl]-2,5-dihydrofuran-2-one

Traditional Name

(5S)-5-[(6S)-6-methyl-7-oxooctyl]-5H-furan-2-one

CAS Registry Number

Not Available

SMILES

CC(CCCCCC1OC(=O)C=C1)C(C)=O

InChI Identifier

InChI=1S/C13H20O3/c1-10(11(2)14)6-4-3-5-7-12-8-9-13(15)16-12/h8-10,12H,3-7H2,1-2H3

InChI Key

MSOHKYKACHEERC-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces	NPAtlas	11374972

Species Where Detected

Species Name	Source	Reference
Streptomyces sp.	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Ketone
Lactone
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Aldehyde
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.6	ALOGPS
logP	3.25	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	8.02	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	62.99 m³·mol⁻¹	ChemAxon
Polarizability	25.63 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA012455

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9250203

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11075054

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for MKN-003A (NP0003685)

MOL for NP0003685 (MKN-003A)

3D MOL for NP0003685 (MKN-003A)

3D SDF for NP0003685 (MKN-003A)

3D-SDF for NP0003685 (MKN-003A)

PDB for NP0003685 (MKN-003A)

3D PDB for NP0003685 (MKN-003A)

SMILES for NP0003685 (MKN-003A)

INCHI for NP0003685 (MKN-003A)

Structure for NP0003685 (MKN-003A)

3D Structure for NP0003685 (MKN-003A)